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Top Cape Cod Private Sightseeing Tours

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Cape Cod Tours

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Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour
4.1 (200)

Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour

Purchase one tour per car, not per person. Everyone listens together! Explore all that Cape Cod has to offer with this self-guided driving tour, from...

3 to 4 hours • Free Cancellation
4.1 (200)
from
$25
Cape Cod Self-Guided Driving Audio Tour
3.9 (32)

Cape Cod Self-Guided Driving Audio Tour

Explore Cape Cod’s scenic beauty with this self-guided driving tour. Visit the Cape Cod Visitor Center, then ascend Scargo Tower for breathtaking views. Discover Harwich...

3 to 4 hours • Free Cancellation
3.9 (32)
from
$17
Wellfleet Harbor Seal Cruise Small Group Boat Tour on Cape Cod
Likely to Sell Out
Likely to Sell Out
4.6 (7)

Wellfleet Harbor Seal Cruise Small Group Boat Tour on Cape Cod

Enjoy a private seal-watching crossing with only your group aboard. We’ll explore at a relaxed pace, with time to linger when conditions allow and observe...

1 hour • Free Cancellation
4.6 (7)
from
$306
Private Open-Air Pedicab Tour in Provincetown
4.5 (24)

Private Open-Air Pedicab Tour in Provincetown

See the best of Provincetown in a short amount of time with a knowledgeable local guide who lives here year-round. This tour combines scenic views,...

60 to 90 minutes • Hotel pickup offered • Free Cancellation
4.5 (24)
from
$117
Provincetown West End History Tour
4.9 (7)

Provincetown West End History Tour

Join Your guide Cathy and embark on a captivating journey through Provincetown’s West End, where the sands of time meet the tides of history. This...

1 hour 30 minutes • Free Cancellation
4.9 (7)
from
$68
Chatham Bites and Sights Walking Guided Food Tasting Tour
Likely to Sell Out
Likely to Sell Out
5.0 (83)

Chatham Bites and Sights Walking Guided Food Tasting Tour

Taste your way through the heart of Cape Cod on a relaxed, flavor-packed food tour through Chatham’s most iconic streets and hidden gems. Led by...

3 hours • Free Cancellation
5.0 (83)
from
$108
Local Legends and Lobster Roll Tour
5.0 (20)

Local Legends and Lobster Roll Tour

Ready to taste Ptown? Lace up for a 2-hour trek through history and coastal rebel lore. You’ll track the footsteps of Anthony Bourdain and dive...

2 hours • Free Cancellation
5.0 (20)
from
$105
Provincetown Self-Guided Walking Audio Tour
4.8 (6)

Provincetown Self-Guided Walking Audio Tour

Explore Provincetown's rich history with this self-guided walking tour! Discover the charm of Commercial Street, admire the towering Pilgrim Monument, and visit the bustling Beachcombers...

1 to 2 hours • Free Cancellation
4.8 (6)
from
$15
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
4.7 (3)

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

Get the full Massachusetts experience with this combo of walking and driving tours around Boston! You’ll find ten tours in one app - all highly...

2 days • Free Cancellation
4.7 (3)
from
$50
Moby Dick's New Bedford Smartphone Guided Walking Tour
5.0 (1)

Moby Dick's New Bedford Smartphone Guided Walking Tour

Herman Melville said this city was perhaps the dearest place to live in, in all of New England. On this tour you will explore the...

50 to 70 minutes • Free Cancellation
5.0 (1)
from
$8
Self Guided Driving Audio Tour Cape Cod
5.0 (1)

Self Guided Driving Audio Tour Cape Cod

Download GuideAlong's Cape Cod audio tour to discover what “summer” really means. Drive the iconic “bent arm” between Barnstable and Provincetown, with side trips to...

4 to 5 hours • Free Cancellation
5.0 (1)
from
$17
Private Open- Air Pedicab Tour in Provincetown
3.5 (2)

Private Open- Air Pedicab Tour in Provincetown

Discover Provincetown from a new perspective with our Private Open-Air Pedicab Tours. Relax in comfort as our knowledgeable guides lead you through the charming streets...

60 to 90 minutes • Hotel pickup offered • Free Cancellation
3.5 (2)
from
$126

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Cathy is IT!
New York City
Local Legends and Lobster Roll Tour
Rita_V, Sep 2026
Cathy is IT!
What a spectacular tour for ANYONE local New England and beyond. It puts perspective into the history and PTown legacy to the USA. A huge lobster roll and ice cream wrap up the almost 2 hour walk. Cathy is better than People magazine with historical and Hollywood fun facts and gossip. Provincetown will never be the same!
Read more
Legend Has It…
New York City
Chatham Bites and Sights Walking Guided Food Tasting Tour
Rita_V, Sep 2026
Legend Has It…
Legend has it that some local friends got together to show off their knowledge and history chops… it was the beginning of pre summer season and I paid for the lobster upgrade. 1/2 fat and plump roll to get you started! And views and food just kept piling up. The whole crew caters to you like VIP and give a solid compass for future Chatham visits! Spectacular views, great food, lots of stories and just wicked awesome people!!!!
Read more
Great way to spend the day!
New York City
Chatham Bites and Sights Walking Guided Food Tasting Tour
Linda_P, Sep 2026
Great way to spend the day!
Lovely way to explore Chatham. Cathy did a great job showing us the must see spots in Chatham and introduced to very swanky spots and local dive spots. All while trying some very yummy food. This is a great way to spend a few hours in town. I would definitely recommend and look forward to revisiting some of those spots again. Linda, Merrimack NH
Read more
Sweet history lesson
New York City
Private Open-Air Pedicab Tour in Provincetown
ArnieR_13, Sep 2026
Sweet history lesson
Very fun experience and a good introduction to Provincetown. Advice: some sort of amplifier or speaker for the driver would be helpful. Difficult to hear at times.
Read more
Great Ptown West End Tour with Cathy
New York City
Provincetown West End History Tour
Cathy_C, Sep 2026
Great Ptown West End Tour with Cathy
Cathy was an excellent tour guide. She knew the history and brought it to life. Good pace for our group and she was attentive to our energy level. Lots of beautiful and interesting sites on the tour. Would definitely recommend it.
Read more
Great tour!
New York City
Self Guided Driving Audio Tour Cape Cod
384vickyw, Sep 2026
Great tour!
Amazingly accurate with directions and options for stops and pull offs. We loved hearing the history of the area. Would love to hear more about the current architecture and lifestyle.
Read more
Great tour
New York City
Local Legends and Lobster Roll Tour
Sarah_g, Sep 2026
Great tour
Cathy led an awesome tour! Very informative and fun. Worked for kids because of short length and lunch.
Read more
Provincetown Pedicab
New York City
Private Open-Air Pedicab Tour in Provincetown
Rich_M, Aug 2026
Provincetown Pedicab
Very knowledgeable and friendly guide, he was a lot of fun. We particularly liked seeing the sea coast and dunes
Read more
The best!
New York City
Wellfleet Harbor Seal Cruise Small Group Boat Tour on Cape Cod
Rachel_I, Aug 2026
The best!
We had an awesome tour with the Packet Boat and Captain Brandon! He is super knowledgeable and fun, was great with our kiddos— they had an absolute blast. Couldn’t recommend more!
Read more
Private Seal Watching Cruise in Wellfleet, MA
New York City
Wellfleet Harbor Seal Cruise Small Group Boat Tour on Cape Cod
Bradley_W, Aug 2026
Private Seal Watching Cruise in Wellfleet, MA
This was a really cool and unique experience. Brandon was really a great captain and guide for the whole trip. We had perfect weather for the trip, so we got to see and hear the seals from the boat with perfect clarity. We booked the 4:30 time slot during low-tide and got to see the most seals! There had to be 50 or 60 seals just hanging out, singing to each other and keeping tabs on us. I got a lot of great seal eye contact pics. We saw some dolphins that were caught by the shallows and were being wrangled and guided to open water by a small boat, so we got to see more than just seals. No sharks though. Maybe next time. The kids did get to steer the boat a bit, and that was a lot of fun for them! I would definitely go again, the entire trip was such a nice part of the day. Brandon also suggested a restaurant down the road to check out and that was great, too! Thanks Cool Destinations and Brandon for the suggestion and the easy-to-book trip. If you've got any questions about more details, reach out to Brandon and have a conversation with him.
Read more
Cathy was very...
New York City
Provincetown West End History Tour
Danielle_L, Aug 2026
Cathy was very...
Cathy was very informative about the many nuances of Provincetown and the great influence it had on many artists which I appreciated a great deal! Love that Cathy gave in depth history lesson on the town's development and evolution as well!
Read more
Cape Cod Tour
New York City
Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour
B7319VWraquelf, Jul 2026
Cape Cod Tour
The whole experience was great, but you should let people know that if they're the first ones at Scargo Tower detour (number 4), they will have to call the local police at the number on the sign to come and unlock the gate (10-15 minutes).
Read more
Great driving tour. We...
New York City
Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour
Mindy_R, Jul 2026
Great driving tour. We...
Great driving tour. We loved the information and the tips for places to stop. Made our drive from Yarmouth to Provincetown truly enjoyable! We didn't have any problem with the GPS synching up to our location (as I had seen complaints in other reviews) - even when we stopped or went "off course" the audio tour would pick right up as soon as we were back on track.
Read more
Worth it!
New York City
Moby Dick’s New Bedford Smartphone Guided Walking Tour
Linda_R, May 2026
Worth it!
The guide’s voice and information made the tour engaging and interesting. Directions to next stop were clear, although sometimes I had to listen to them more than once, but that was easy to do either rewinding or opening the write up. It would be helpful to have your phone fully charged before starting. We took turns playing the narrative because we didn’t have earphones and it kept us n sync as well.
Read more
See those hidden spots
New York City
Cape Cod Self-Guided Driving Audio Tour
Diana_B, Apr 2026
See those hidden spots
Great directions they were easy to follow - turn by turn. Wonderful commentary, learned something new at each stop. Stop when you want - if you want. Seen enough lighthouses - skip the upcoming one and continue on uninterupted.
Read more
Cape Cod Road Trip Must-Have!
New York City
Cape Cod Self-Guided Driving Audio Tour
caro5478125689, Nov 2025
Cape Cod Road Trip Must-Have!
This guided GPS driving car tour was fantastic for covering the whole Cape! It provided deep historical insights as we drove, making every mile educational and scenic. Perfect self-paced journey.
Read more
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